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Synfacts 2008(1): 0006-0006  
DOI: 10.1055/s-2007-992396
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (+)-Suaveolindole

Contributor(s): Philip Kocienski, Indu Dager
E. J. Velthuisen, S. J. Danishefsky*
Sloan-Kettering Institute for Cancer Research and Columbia University, New York, USA
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Publication History

Publication Date:
18 December 2007 (online)

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Significance

(+)-Suaveolindole is isolated from Greenwayodendron suaveolens. It displays activity against gram-positive bacteria such as Bacillus subtilis, Staphylococcus aureus, and MRSA. The key step in the synthesis features an Ireland-Claisen reaction installing an exocyclic double bond and the C16 stereocenter in a single step.